Dog Boarding Gum Crossroads

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Gum Crossroads, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Sylvia L.
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Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 27 reviews
12 repeat clients
20 years of experience
Millsboro, DE, 19966

“Sylvia kept our nervous dog for three days and she was so patient and caring with her. We got updates during the visit with photos. She made sure she felt at home and knew all of her needs. Then we returned for another three days the following week and our dog was so excited to see her and relaxed right in with no anxiety. Sylvia is really wonderful and a fabulous dog sitter. I would highly recommend her.”

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Anne S.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
16 repeat clients
10 years of experience
Millsboro, DE, 19966

“Our Prince had a great time with Kelly!!! She was very helpful when it came to the needs of Prince and went above and beyond for his needs! Would highly recommend and we will definitely use Kelly in the future! Thank you so much for caring for Prince!!!”

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Kay V.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 33 reviews
17 repeat clients
20 years of experience
Laurel, DE, 19956

“Lacy and her daughter were great! They frequently sent me pictures of koda to insure me that he was ok and happy while I was away. Definitely recommend ☺️”

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Sarah P.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 137 reviews
38 repeat clients
10 years of experience
Delmar, MD, 21875

“We were very happy with Indy’s care! We felt very at ease on vacation and really appreciated the picture updates. Will definitely book again!”

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Kayla O.
Sitter Profile Image: Sandee W.
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Sandee W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 38 reviews
11 repeat clients
50 years of experience
Milton, DE, 19968

“My 2 girls were so happy with Sandee, i could not have asked for better care of my two spoilt pups! I am very grateful to Sandee for taking my girls for the afternoon, which freed us up to do the necessary things related to purchasing a home. I won't hesitate to go back to Sandee and trust her with my precious fur babies. Thank you Sandee!!!!”

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Zi K.
Sitter Profile Image: Jermaine C.
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Jermaine C.
from
$20
per night
4.7 out of 5 stars
• 32 reviews
13 repeat clients
20 years of experience
Greenwood, DE, 19950

“jermaine was AWESOME especially me being last minute with my request. As fast as the world is moving and advancing going on an app and having someone dog sit your dog i was so skeptical! but jermaine was responsive to all my text and calls and ensured me with photos that my boy was ok which was a huge relief . Most definitely will be using jermaine again. !!”

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Martino R.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 202 reviews
85 repeat clients
13 years of experience
Willards, MD, 21874

“Jill was a great host for our pup! She sent lots of pictures and made sure Luna got all the love and attention she needed. As a good bonus there were a few other dogs, so Luna always had buddy, and Jill was great with managing the dog introductions and making sure everyone played well together.”

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Emer G.
Sitter Profile Image: Julie W.
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Julie W.
from
$46
per night
4.9 out of 5 stars
• 31 reviews
8 repeat clients
20 years of experience
Seaford, DE, 19973

“Julie and her family were so welcoming!!! Duke loved spending time with them and getting all the attention!! We will definitely be having Julie watch Duke again!!”

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Andrea T.
Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 225 reviews
61 repeat clients
10 years of experience
Ocean View, DE, 19970

“Jenna was awesome! Super responsive and attentive. She sent pictures everyday and clearly loved what she was doing. She responded to our last minute request which always super helpful.”

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Kr G.
Sitter Profile Image: Lori S.
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Lori S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 127 reviews
31 repeat clients
30 years of experience
Harbeson, DE, 19951

“Lori did a great job taking care of our two dogs. She communicated regularly and provided pictures. She was very flexible and great to work with. The dogs seemed very happy and comfortable in her home.”

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Shannon P.
Sitter Profile Image: Robert L.
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Robert L.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
9 years of experience
Ocean Pines, MD, 21811

“Bob was fantastic and his location is very convenient if you're staying in OC and can't bring your pup to your hotel. He sent lots of videos and photos throughout our stay, which we really appreciated, and he even gave our dog Lila some special gifts and treats. He was extremely responsive, caring, and accommodating. We'd book with him again if we're back in the area.”

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Matt S.
Sitter Profile Image: Marvina S.
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Marvina S.
from
$65
per night
5.0 out of 5 stars
• 98 reviews
32 repeat clients
15 years of experience
Lewes, DE, 19958

“Desi’s time with Marvina was like a dream vacation for him — lots of open (fenced-in) space to explore, a small number of dog friends to play with, and best of all, a loving caregiver. This was our first time leaving Desi for a week, but we knew he was safe and happy. And we got daily updates and pictures. Marvina is terrific!”

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Ellen O.
Sitter Profile Image: Margit & Bill N.
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Margit & Bill N.
from
$52
per night
5.0 out of 5 stars
• 115 reviews
33 repeat clients
40 years of experience
Ocean Pines, MD, 21811

“Margit and Bill were great with Daisy. Daisy had so much fun with them and their dogs and enjoyed their backyard space. Daily pictures and feedback were much appreciated. We will definitely trust them with our Daisy again. Margit and Bill are wonderful people.”

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Robin C.
Sitter Profile Image: Debra H.
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Debra H.
from
$76
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
50 years of experience
Lewes, DE, 19958

“Debra was incredibly sweet. This was a last minute booking with the holidays 1-2 days away. Debra was incredibly responsive throughout he process. She took our dog on frequent walks, provided photos/videos and updates how he was doing. Simply put, we couldn’t have asked for more. We’d definitely recommend.”

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Biren J.
Sitter Profile Image: Debby N.
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Debby N.
from
$55
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Ocean View, DE, 19970

“Debbie (and Tim) were so welcoming to our Jackson during a family beach trip. We were in need of sitting and boarding for a week and were lucky to have found them. They were easy to communicate and coordinate with for drop-off and pick-up. We even got a great tip from them to visit a local preserve with walking trails for Jackson (and kayaking on the Bay for our kids). Most importantly, Jackson had a great time with both of them. He didn't even want to leave 😂! Thanks for making his stay so wonderful and look forward to coming back on a future trip!”

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Santosh V.
Sitter Profile Image: Alyssa L.
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Alyssa L.
from
$45
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
12 years of experience
Harrington, DE, 19952

“Alyssa was phenomenal and took excellent care of our pup! She provided great updates, was very well prepared, and very professional. We will absolutely book with her again!”

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Andrea T.
Sitter Profile Image: Chelsea R.
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Chelsea R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
12 years of experience
Frederica, DE, 19946

About: I’ve taken care of dogs of every kind since I was 10. Neighbors, friends and family have relied on me to walk, feed and bathe their pets. I’m a stay at home mom. I have two amazing kids! We all have experience in caring for dogs, cats, rabbits and guinea pigs! I have about an acre of land fenced in on a no outlet street! I have a fully fenced in yard I am a Dedicated pet caretaker with 10+ years of experience caring for dogs and cats. Services include walking, feeding, bathing, grooming, administering medication, and fostering. Reliable and trusted by neighbors, friends, and family to provide loving care for their furry companions.

Sitter Profile Image: Kathy L.
Verified Background Check
Kathy L.
from
$75
per night
5.0 out of 5 stars
• 73 reviews
20 repeat clients
40 years of experience
Ocean City, MD, 21842

“Kathy is great!! She sent several pictures every day. Her dog, Sadie, was very sweet and mellow with Leo, our bichon poodle. Leo appeared relaxed and happy during his stay. We highly recommend Kathy and will definitely ask her to dog sit again.”

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Kathy D.
Sitter Profile Image: Lucia D.
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Lucia D.
from
$60
per night
10 years of experience
Salisbury, MD, 21804

About: I have loved dogs my entire life, and grew up taking care of them from a young age. I have attended many dog training classes with my family dog, and understand that every dog has its own personality and needs. I’m experienced with daily walks, feeding schedules and administering simple medications, and play time. As a pet sitter I am dependable, responsible, and I pay attention to detail. I will treat your dog as if they are my own. I am currently a college student at Salisbury University so I have one to two classes in the morning and am free throughout the day to go for good walks, play time, and am available to do drop in visits. I also live in a house with a large fenced yard and I offer dog boarding. I provide safe, reliable dog care. I have reliable transportation and lots of available time during to the day to either come let your dog out for a good walk, or I also offer dog boarding at my own home that has no other pets and has a large fenced yard.

Sitter Profile Image: Jeremiah P.
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Jeremiah P.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Bishopville, MD, 21813

“Our dog, who can be a wee bit nervous, had such a lovely time with Jeremiah and his family! They were so kind and communicative, and we’ll happily trust them to care for her again. She can’t wait to be back for snuggles with the kids!”

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Nikki A.
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Gum Crossroads

Select a filter and find qualifying sitters offering dog boarding.

FAQs for Dog Boarding - Gum Crossroads

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Gum Crossroads home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Gum Crossroads.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Gum Crossroads sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in DE ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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